Chapter 23 Test Bank Docx Aldehydes, Ketones, Substitution - Chemistry 3 4e | Test Bank Burrows by Andrew Burrows. DOCX document preview.

Chapter 23 Test Bank Docx Aldehydes, Ketones, Substitution

Chapter 23: Aldehydes and Ketones: Nucleophilic Addition and α-Substitution Reactions

Test Bank

Type: matching question

Title: Chapter 23 Question 01

1) Match the given number of acidic hydrogen atoms to the following molecules A-E:

(A) A chemical structure shows a six membered C 6 ring double bonded with an O atom, where two C H 3 molecules are fused at the two ortho positions, respectively.

(B) A chemical structure shows C single bonded with P h and an H atom, and double bonded with an O atom.

(C) A chemical structure shows B r single bond C H 2 single bond C O single bond C H (C H 3) single bond C H 2 single bond C H 3.

(D) A chemical structure shows O double bond C H single bond O single bond C H 2 single bond C O single bond C H 2 single bond C O single bond O single bond C H 3.

(E) A chemical structure shows a six membered C 6 ring attached with a five membered C 5 ring having two common C atoms between them. C 5 ring is double bonded with an O atom and single bonded with C H 3.

Section reference: 23.1

a. No mildly acidic hydrogen atoms = Molecule B

b. One acidic hydrogen atom = Molecule E

c. Two acidic hydrogen atoms = Molecule A

d. Three acidic hydrogen atoms = Molecule C

e. Four acidic hydrogen atoms = Molecule D

Type: multiple choice question

Title: Chapter 23 Question 02

2) What is the major product of the following reaction?

A chemical reaction shows C single bonded with another C atom, where the first C atom is single bonded with C H 3 and double bonded with an O atom. The second C atom is single bonded with two C H 3 molecules and an H atom, under excess N a O D and excess D 2 O, it gives a product.

(A) A chemical structure shows C single bonded with another C atom, where the first C atom is single bonded with C D 3 and double bonded with an O atom. The second C atom is single bonded with two C H 3 molecules and an H atom.

(B) A chemical structure shows C single bonded with another C atom, where the first C atom is single bonded with C H 3 and double bonded with an O atom. The second C atom is single bonded with two C H 3 molecules and D.

(C) A chemical structure shows C single bonded with another C atom, where the first C atom is single bonded with C D 3 and double bonded with an O atom. The second C atom is single bonded with two C D 3 molecules and an H atom.

(D) A chemical structure shows C single bonded with another C atom, where the first C atom is single bonded with C D 3 and double bonded with an O atom. The second C atom is single bonded with two C H 3 molecules and D.

(E) A chemical reaction shows C single bonded with another C atom, where the first C atom is single bonded with C D 3 and double bonded with an O atom. The second C atom is single bonded with two C D 3 molecules and D.

a. A

Section reference: 23.1

b. B

Section reference: 23.1

c. C

Section reference: 23.1

d. D

Section reference: 23.1

e. E

Section reference: 23.1

Type: multiple response question

Title: Chapter 23 Question 03

3) For the following reaction, pick out the products. Please select all that apply.

A chemical reaction shows C single bonded with another C atom, where the first C atom is single bonded with P h and double bonded with an O atom. The second C atom is single bonded with C H 3, H, and P h, under catalyst N a O C H 3 and diethyl ether it gives a product.

(A) A chemical structure shows C double bonded with another C atom, where the first C atom is single bonded with P h and O N a. The second C atom is single bonded with C H 3 and P h.
 A chemical structure shows C single bonded with another C atom, where the first C atom is single bonded with P h and double bonded with an O atom. The second C atom is single bonded with H, CH 3, and P h.

(B) A chemical structure shows C single bonded with another C atom, where the first C atom is single bonded with P h and double bonded with an O atom. The second C atom is single bonded with C H 3, H, and P h.

(C) A chemical structure shows C single bonded with another C atom, where the first C atom is single bonded with P h and double bonded with an O atom. The second C atom is single bonded with P h and double bonded with C H 2.

(D) A chemical structure shows C single bonded with another C atom, where the first C atom is single bonded with P h and double bonded with an O atom. The second C atom is single bonded with C H 3, O C H 3, and P h.

a. A

Section reference: 23.1

b. B

Section reference: 23.1

c. C

Section reference: 23.1

d. D

Section reference: 23.1

e. E

Section reference: 23.1

Type: multiple choice question

Title: Chapter 23 Question 04

4) Which of the following carbonyl-containing compounds, A-E, is the most electrophilic and least acidic?

(A) A chemical structure shows C single bonded with two M e and double bonded with an O atom.

(B) A chemical structure shows C single bonded with two H atoms and double bonded with an O atom.

(C) A chemical structure shows C single bonded with Me and P h, and double bonded with an O atom.

(D) A chemical structure shows C single bonded with Me and H, and double bonded with an O atom.

(E) A chemical structure shows C single bonded with Me and t B u, and double bonded with an O atom.

a. A

Section reference: 23.2

b. B

Section reference: 23.2

c. C

Section reference: 23.2

d. D

Section reference: 23.2

e. E

Section reference: 23.2

Type: multiple choice question

Title: Chapter 23 Question 05

5) Which of the following carbonyl compounds, A-E, forms the least amount of hydrate in water?

(A) A chemical structure shows C single bonded with two C C l 3 molecules, and double bonded with an O atom.

(B) A chemical structure shows a three membered C 3 ring is double bonded with an O atom.

(C) A chemical structure shows C single bonded with two C H 3 molecules and double bonded with an O atom.

(D) A chemical structure shows a six membered C 6 ring attached with a five membered C 5 ring having two common C atoms between them. The other three C atoms of the C 5 ring are double bonded with three O atoms, respectively.

(E) A chemical structure shows C is single bonded with two H atoms, and double bonded with an O atom.

a. A

Section reference: 23.2

b. B

Section reference: 23.2

c. C

Section reference: 23.2

d. D

Section reference: 23.2

e. E

Section reference: 23.2

Type: multiple choice question

Title: Chapter 23 Question 06

6) For the following reaction, deduce whether it is an oxidation, reduction or neither:

A chemical reaction shows P h single bond C H 2 single bond C O single bond C H 3, under O H C H 2 C H 2 O H and H C l it gives a five membered C 3 O 2 ring where the C atom between two O atoms is single bonded with C H 3 and C H 2 P h.

a. Oxidation

Section reference: 23.2

b. Reduction

Section reference: 23.2

c. Neither

Section reference: 23.2

Type: matching question

Title: Chapter 23 Question 07

7) For the following reaction, match the given products to the corresponding amines from which they were derived:

A chemical reaction shows C single bonded with two C H 3 molecules and double bonded with an O atom, plus amine gives a product.

Section reference: 23.2

a. EtNH2 = imine

b. Et2NH = enamine

c. Et3N = no product, only starting materials recovered

Type: multiple choice question

Title: Chapter 23 Question 08

8) What is the major product of the following reaction?

A chemical reaction shows C single bonded with P h and C H 3 and double bonded with an O atom, under N H 2 N H 2 and H positive gives a product.

(A) A chemical structure shows C single bonded with P h, C H 3, O H, and N H N H 2.

(B) A chemical structure shows C double bonded with an N atom, where C is single bonded with P h and C H 3, and N is single bonded with N H 2.

(C) A chemical structure shows P h single bond C (C H 3) double bond N single bond N double bond C (C H 3) single bond P h.

(D) A chemical structure shows C single bonded with N H, where C is single bonded with P h and double bonded with C H 2. N H is single bonded with N H 2.

a. A

Section reference: 23.2

b. B

Section reference: 23.2

c. C

Section reference: 23.2

d. D

Section reference: 23.2

Type: multiple choice question

Title: Chapter 23 Question 09

9) For the following reaction, pick out the most suitable reagents:

A chemical reaction shows P h single bond C H 2 single bond C H 2 single bond C O single bond C H 2 single bond M e, gives P h single bond C H 2 single bond C H 2 single bond C H (O H) single bond C H 2 single bond M e.

a. A

Section reference: 23.2

b. B

Section reference: 23.2

c. C

Section reference: 23.2

d. D

Section reference: 23.2

e. E

Section reference: 23.2

Type: multiple choice question

Title: Chapter 23 Question 10

10) For the following reaction, pick out the major product:

A chemical reaction shows C H 3 single bond C H 2 single bond C H 2 single bond C o single bond H, under H C N gives a product.

(A) A chemical structure shows C H 3 single bond C H 2 single bond C H 2 single bond C N.

(B) A chemical structure shows C H 3 single bond C H 2 single bond C H 2 single bond C O single bond C N.

(C) A chemical structure shows C H 3 single bond C H 2 single bond C H 2 single bond C H 2 single bond O C N.

(D) A chemical structure shows C H 3 single bond C H 2 single bond C H 2 single bond C, where C is single bonded with H, O H, and C N.

(E) A chemical structure shows C H 3 single bond C H 2 single bond C H 2 single bond C O single bond C H (O H) single bond C H 2 single bond C H 2 single bond C H 3.

a. A

Section reference: 23.2

b. B

Section reference: 23.2

c. C

Section reference: 23.2

d. D

Section reference: 23.2

e. E

Section reference: 23.2

Type: multiple response question

Title: Chapter 23 Question 11

11) Which of the following reagents, A-E, are suitable reagents for the following transformation? Please select all that apply.

A chemical reaction shows C single bonded with P h and M e, and double bonded with an O atom, gives C single bonded with P h and M e, and double bonded with C H 2.

a. A

Section reference: 23.2

b. B

Section reference: 23.2

c. C

Section reference: 23.2

d. D

Section reference: 23.2

e. E

Section reference: 23.2

Type: multiple response question

Title: Chapter 23 Question 12

12) From the following reactions, A-D, pick out those which lead to the formation of 1-phenylethanol. Please select all that apply.

A chemical structure of 1 Phenyleth anol shows C single bonded with O H, P h, and M e.

(A) A chemical reaction shows C single bonded with P h, and H, and double bonded with an O atom, under 1. M e M g B r and 2. H C l, H 2 O, it gives a product.

(B) A chemical reaction shows P h single bond C H double bond C H 2, under N a O H and H 2 O, it gives a product.

(C) A chemical reaction shows C single bonded with P h and M e, and double bonded with an O atom, under N a B H 4 and M e O H it gives a product.

(D) A chemical reaction shows P h M g B r, under 1. M e C H O and 2. H C l, H 2 O it gives a product.

a. A

Section reference: 23.2

b. B

Section reference: 23.2

c. C

Section reference: 23.2

d. D

Section reference: 23.2

Type: matching question

Title: Chapter 23 Question 13

13) From the following sequence of reactions, match the reagents to steps 1-3:

A chemical reaction shows P h single bond C H double bond O, under step 1, gives C single bonded with P h, H, B u, and O H, under step 2, it gives C single bonded with P h and B u, and double bonded with an O atom, under step 3, it gives C single bonded with two H atoms, P h, and B u.

Section reference: 23.3

a. CrO3/H2SO4 = Step 2

b. BuBr + Mg, then HCl/H2O = Step 1

c. NH2NH2, then KOH/H2O = Step 3

Type: multiple choice question

Title: Chapter 23 Question 14

14) What is the approximate equilibrium constant for this equilibrium process?

A chemical reaction shows C single bonded with two C H 3 molecules and double bonded with an O atom having p K subscript a end subscript equals 20, plus N a O H is equivalent to C single bonded with C H 3 and O N a, and double bonded with C H 2, plus H 2 O having p K subscript a end subscript equals 16.

a. 10-0.8

Section reference: 23.3

b. 10-1

Section reference: 23.3

c. 10-1.25

Section reference: 23.3

d. 10-2

Section reference: 23.3

e. 10-4

Section reference: 23.3

Type: multiple choice question

Title: Chapter 23 Question 15

15) Which of the following enols, A-D, is the most stable?

(A) A chemical structure shows a six membered C 6 ring fused with O H molecule.

(B) A chemical structure shows C H 3 single bond C O single bond C H double bond C (O H) single bond C H 3.

(C) A chemical structure shows C single bonded with C H 3 and O H, and double bonded with C H 2.

(D) A chemical structure shows C double bonded with another C, where the first C atom is single bonded with C H 3 and O H. The second C atom is single bonded with two C H 3 molecules.

a. A

Section reference: 23.3

b. B

Section reference: 23.3

c. C

Section reference: 23.3

d. D

Section reference: 23.3

Type: multiple choice question

Title: Chapter 23 Question 16

16) From the following carbonyl-containing molecules, A-E, pick out the one which has the greatest enol content:

(A) A chemical structure shows C single bonded with two H atoms and double bonded with an O atom.

(B) A chemical structure shows C single bonded with M e and H, and double bonded with an O atom.

(C) A chemical structure shows C single bonded with another C atom, where both the C atoms are single bonded with M e and double bonded with an O atom, in turn.

(D) A chemical structure shows M e single bond C O single bond C H 2 single bond C O single bond M e.

(E) A chemical structure shows M e single bond C O single bond C H 2 single bond C H 2 single bond C O.

a. A

Section reference: 23.3

b. B

Section reference: 23.3

c. C

Section reference: 23.3

d. D

Section reference: 23.3

e. E

Section reference: 23.3

Type: multiple choice question

Title: Chapter 23 Question 17

17) For the following reaction, pick out the most suitable reagent(s):

A chemical reaction shows C single bonded with two C H 3 molecules, and double bonded with an O atom, gives C H 3 single bond C O single bond C H 2 single bond B r.

a. A

Section reference: 23.3

b. B

Section reference: 23.3

c. C

Section reference: 23.3

d. D

Section reference: 23.3

e. E

Section reference: 23.3

Type: multiple choice question

Title: Chapter 23 Question 18

18) What is the major product of the following reaction?

A chemical reaction shows a five membered C 5 ring double bonded with an O atom and M e is single bonded at ortho position, under 1. N a H, T H F and 2. M e l it gives a product.

(A) A chemical structure shows a five membered C 5 ring double bonded with an O atom and two M e are single bonded at the same ortho position.

(B) A chemical structure shows a five membered C 5 ring double bonded with an O atom and two M e are single bonded at both the ortho positions, respectively.

(C) A chemical structure shows a five membered C 5 ring double bonded with an O atom and C H 2 M e is single bonded at an ortho position.

(D) A chemical structure shows a five membered C 5 ring single bonded with H and O M e at the same C atom and M e is single bonded at an ortho position.

(E) A chemical structure shows a five membered C 5 ring single bonded with O M e and M e is single bonded at an ortho position.

a. A

Section reference: 23.3

b. B

Section reference: 23.3

c. C

Section reference: 23.3

d. D

Section reference: 23.3

e. E

Section reference: 23.3

Type: multiple choice question

Title: Chapter 23 Question 19

19) For the following reaction, pick out the major product:

A chemical reaction shows two six membered C 6 rings attached having two common C atoms. Both the C 6 rings are double bonded with two O atoms, respectively, under N a O H, H 2 O, and heat it gives a product.

(A) A chemical structure shows two six membered C 6 rings attached having two common C atoms. The left C 6 ring is double bonded with an O atom, and the right C 6 ring is single bonded with O N a.

(B) A chemical structure shows a seven membered ring C 7 attached with a five membered ring C 5 having two common C atoms. The right C 5 ring is double bonded with an O atom.

(C) A chemical structure shows two six membered rings C 6 attached having two common C atoms. The right C 6 ring is double bonded with an O atom.

(D) A chemical structure shows two six membered rings C 6 attached having two common C atoms. Both the C 6 rings are double bonded with two O atoms, respectively. This structure is double bonded with another two six membered rings attached with each other having two common C atoms, where the right C 6 ring is double bonded with an O atom.

(E) A chemical structure shows a seven membered C 7 ring attached with a five membered ring C 5 having two common C atoms, where the lower common C atom is single bonded with an O H molecule. The C 5 ring is also double bonded with an O atom.

a. A

Section reference: 23.4

b. B

Section reference: 23.4

c. C

Section reference: 23.4

d. D

Section reference: 23.4

e. E

Section reference: 23.4

Type: multiple choice question

Title: Chapter 23 Question 20

20) For the following aldol condensation, pick out the major product:

A chemical reaction shows a C single bonded with two M e and double bonded with an O atom, plus C single bonded with P h and H, and double bonded with an O atom, under N a O H and H 2 O it gives a product.

(A) A chemical structure shows M e single bond C O single bond C H double bond C (M e) 2.

(B) A chemical structure shows M e single bond C O single bond C H double bond C (H) P h.

(C) A chemical structure shows M e single bond C O single bond C H 2 single bond C, where C is single bonded with two M e and O H.

(D) A chemical structure shows M e single bond C O single bond C H 2 single bond C, where C is single bonded with P h, O H, and H.


(E) A chemical structure shows P h single bond C O single bond C H double bond C, where C is single bonded with P h, and H.

a. A

Section reference: 23.4

b. B

Section reference: 23.4

c. C

Section reference: 23.4

d. D

Section reference: 23.4

e. E

Section reference: 23.4

Type: multiple choice question

Title: Chapter 23 Question 21

21) Select the major product from the reaction shown.

A chemical reaction shows C H 3 single bond C O single bond C H 2 single bond C H 2 single bond C H 2 single bond C O single bond C H 3, under K O H and heat it gives a product, which is indicated by a question mark.

(A) A chemical structure shows a six membered C 6 ring double bonded with an O atom, where O H and M e are single bonded with the same C atom at the meta position.

(B) A chemical structure shows a six membered C 6 ring double bonded with an O atom, where M e is single bonded at the meta position.

a. A

Section reference: 23.4

b. B

Section reference: 23.4

Type: multiple choice question

Title: Chapter 23 Question 22

22) Select suitable reagents for this reaction.

A chemical reaction shows C single bonded with P h and O M e, and double bonded with an O atom under a product indicated by question mark gives C single bonded with two H atoms, P h, and O H.

a. CrO3

Section reference: 23.2

b. LiAlH4

Section reference: 23.2

c. H2 and heat

Section reference: 23.2

Type: multiple choice question

Title: Chapter 23 Question 23

23) Select all of the following carbonyls will form an enolate ion on addition of base.

(A) A chemical structure shows a carbon chain of three C atoms, where the first C atom is single bonded with three C H 3 molecules, the second C atom is double bonded with an O atom, and the third C atom is single bonded with two B r atoms.

(B) A chemical structure shows C single bonded with two P h and double bonded with an O atom.

(C) A chemical structure shows a C atom single bonded with another C atom, where the first C atom is single bonded with two C H 3 molecules, and the second C atom is single bonded with H and double bonded with an O atom.

(D) A chemical structure shows a carbon chain of three C atoms, where the first C atom is single bonded with three C H 3 molecules, the second C atom is double bonded with an O atom, and the third C atom is single bonded with three C H 3 molecules.

(E) A chemical structure shows C atom single bonded with P h and H, and double bonded with an O atom.

a. A

Section reference: 23.1

b. B

Section reference: 23.1

c. C

Section reference: 23.1

d. D

Section reference: 23.1

e. E

Section reference: 23.1

Type: multiple choice question

Title: Chapter 23 Question 24

24) A-C have varying electrophilicities at their carbonyl carbon. Select which will be the most electrophilic.

(A) A chemical structure shows a C atom single bonded with two H atoms, and double bonded with an O atom.

(B) A chemical structure shows a C atom single bonded with another C atom, where the first C atom is single bonded with three C H 3 molecules, and the second C atom is double bonded with an O atom, and single bonded with an H atom.

(C) A chemical structure shows a carbon chain of three C atoms, where the first and the third C atoms are single bonded with three C H 3 molecules, in turn, and the second C atom is double bonded with an O atom.

a. A

Section reference: 23.1

b. B

Section reference: 23.1

c. C

Section reference: 23.1

Type: multiple choice question

Title: Chapter 23 Question 25

25) This Grignard reagent (Me‑MgBr) is a nucleophilic carbon source. What is the expected major product from this reaction?

A chemical reaction shows C single bonded with P h and O M e, and double bonded with an O atom, under M e M g B r and H C l. it gives a product indicated by a question mark.

(A) A chemical structure shows a C atom single bonded with O H. P h, M e, and an H atom.

(B) A chemical structure shows a C atom single bonded with O H. P h, and two M e.

(C) A chemical structure shows a C atom single bonded with P h and M e, and double bonded with an O atom.

a. A

Section reference: 23.2

b. B

Section reference: 23.2

c. C

Section reference: 23.2

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Document Type:
DOCX
Chapter Number:
23
Created Date:
Aug 21, 2025
Chapter Name:
Chapter 23 Aldehydes, Ketones, Substitution
Author:
Andrew Burrows

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